77934-87-3Relevant articles and documents
Four Stereoisomers of 2-Aminomethyl-1-cyclopropanecarboxylic Acid: Synthesis and biological evaluation
Oikawa, Masato,Sugeno, Yuka,Tukada, Hideyuki,Takasaki, Yuichi,Takamizawa, Satoshi,Irie, Raku
supporting information, p. 1816 - 1823 (2019/11/13)
Here, we report a practical method for asymmetric synthesis of cyclopropane-fused GABA analogs. Starting from 2-furaldehyde, the cis-isomer (CAMP) was synthesized over 10 steps; (1)- and (+)-CAMP¢HCl were synthesized by employing d- and l-menth
Highly enantioselective synthesis and potential biological activity of chiral novel nucleoside analogues containing adenine and naturally phenol derivatives
He, Lan,Liu, Yumei,Zhang, Wei,Li, Ming,Chen, Qinghua
, p. 8505 - 8511 (2007/10/03)
This paper described an efficient synthetic strategy for chiral acyclic nucleoside analogues containing both the phenoxy components of some bioactive natural compounds and a heterocyclic base. The phenoxy components with adenine moiety were incorporated into the chiral acyclic nucleoside analogues through two key synthetic tactics. Chiron 5-(R)-menthyloxy-2(5H)-furanone 5 was obtained in good yield from the cheap starting material furfural via a valuable synthetic route. The asymmetric Michael addition of 5 with adenine and the subsequent reduction reaction afforded the key chiral intermediate, 2-(R)-(9′-adeninyl)-1,4-butanediol 8. The absolute configuration of 8 was established by X-ray crystallography. The intermolecular dehydration reaction between 2-(9′-adeninyl)-1,4-butanediol 8 and phenoxy components 9 on treatment with diethyl azodicarboxylate and triphenylphosphine was carried out to give the chiral acyclic nucleoside analogues 1a-1e. The regioselectivity of the reaction was established by NMR methods, especially through 13C NMR shifts and NOE effect observed in the target molecule 1c, as well as by HMBC/HMQC experiments. The target compounds were tested for inhibition of cytopathogenicity against different cancer cells and exhibited potential anticancer activity.
Method for preparing (+)-biotine
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, (2008/06/13)
The invention relates to a novel method for preparing biotine while using 5-hydroxy-2(5H)-furanone as a starting substance. The invention also relates to a method in which 1-chlorosulfonyl-1,2,2a,3,5,5a-hexa-hydro-3-((1R)-menthyloxy-)-furo[3,4-b]azet-2-on